Skip to main content
. Author manuscript; available in PMC: 2010 Aug 3.
Published in final edited form as: Chemistry. 2009 Jul 13;15(28):6910–6919. doi: 10.1002/chem.200900794

Table 4.

Removal of the N-Ts and N-OMe groups.

Entry Conditions Results
1 Li, cat. naphthlene, −78 °C debrominated products
2 Mg, MeOH, sonication no reaction
3 Mg, MeOH, reflux debrominated products
4 TBAF, THF decomposition of 16
5 hv (254 nm), CH3CN 1 (trace) + decomposition of 16
6 hv (254 nm), dry THF decomposition of 16
7 hv (254 nm), THF-H2O decomposition of 16
8 SmI2 (8 equiv), THF, 0 °C to rt 1 (88% yield[a])
[a]

Isolated yield.